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Historic hotels in Chicago (IL)

We ranked 20 places to stay in Chicago (IL) that match this list by the StayVersus score. Every hotel can be compared head to head.

Hotels that opened before 1950.

Historic hotels in Chicago (IL)

Ranked by StayVersus score: guest rating adjusted for the number of reviews.

#5
Hotel ★★★★ North Chicago

The Drake

  • Free Wi-Fi
  • Gym
8.7 Very good 85 reviews 2.1 km
#7
Hotel ★★★

The Willows Hotel

  • Free Wi-Fi
  • Gym
8.4 Very good 146 reviews 6.0 km
Guesthouse Pulaski Park

Wicker Park Inn

  • Free Wi-Fi
  • Free breakfast
– 1 review 4.9 km
#11
Hotel ★★★ Chicago

Hilton Chicago

  • Free Wi-Fi
  • Swimming pool
  • Gym
8.3 Very good 468 reviews 1.0 km
#13
Hotel ★★★½ North Chicago

Selina Chicago

8.1 Very good 171 reviews 1.9 km
#15
Hotel ★★★★ Chicago

Freehand Chicago

  • Gym
8.1 Very good 1,230 reviews 1.2 km
#19
Inn ★★★ Chicago

Inn of Chicago

  • Free Wi-Fi
  • Gym
7.8 Good 345 reviews 1.2 km

Popular match-ups in Chicago (IL)